Chromium compound of pyrazolone-azo-dyestuff and process of making same



FRITZ S'IRAUB AND GUILLAUME DE lllLOlhlTll-EOLLEN, Cl AND 1:351 51 SSE-Halli RIEHEN, NEAR BASEL, SVTITZERLAND, Ali-:SIGIQORS TO THE FIRE-E SGCIE'IY CIKEMICAL INDUSTRY IN BASLE, 6F BASEL, SITITZERLAND.

CHROMIUIVI COIIIPOUND OF PYRAZGLOHE-AZO DYESTUFF AND PROCESS MAKING SAME.

1V0 Drawing. Application filed Eecember 16, 1927, Serial No. 2413,622 and in Switzerland December 2d, 1326a The present invention relates to new chromiun'i compounds of pyrzizolone-azodyestuil's. It comprises the process of making the new dyestul'lfs, the new dyestuffs themselves, as well as the material dyed with same.

it has been found that new metal compounds of iizo-dycstults muy be obtained by treating these ozo-clyesttdl's which are obmined by uniting ortho-l1ydroxydiazo compounds with 3-methyl-5-pyrezaoloue, with agents yielding chromium.

lhc new dyestulls, which are to be considered as chromium compoundsot the ozodyestutls oi the general formula:

G N 21H;

wherein It means an aryl residue which contains in ortho-position to the azo-group an 11 droxvl 'rou), form oran 'e to red and .l o a a I brown powders which dissolve in water with orange to red coloration, dyeing wool fast orange to red tints. They are also valuable for the dyeing of lacquers.

Ewample.

41.5 parts of the dyestuffs obtained by coupling the nitrated diazo compound of 1-amino-2maphthold-sulfomc told with methyl5pyrztzolone, correspondmg very probably with the jtormula:

are dissolved in 1100 parts of boiling water.

'lhe so ution mixed with parts oi chron'iium oxide in the form oit an aqueous solution of chromium fluoride and after addition of glass powder the whole is boiled for a long time in a relluX apparatus.

The new chromium compound is thus caused to separate in a finely crystalline form insoluble in water. It is filtered, washed with water and dissolved in 500 ports of ti lulzewarl'n solution of caustic soda ot l2 per cent strength. From this solue dyestutl', which is now soluble, is byslightly acidifying by means of L i v. vctic acid and salting out. When or it forms a brown powder soluble in water to on orange red solution; it dyes wool, preferably in a sulfuric acid both, red tints of excellent tastness. lt dyes silk also test red tints.

The corresponding dyestufi from 1:2- nziphthzilened zo-oxide-ei-sultonic acid obteined in a similar manner dyes wool bluered tints,

Orange dyeing products are obtained by treating with agents yielding chromium,

such as chromium fluoride, chromium ton stuffs. consisting in treating these dyestuffs which are obtained by coupling orthohydroxy-diazonium compounds with 3- niethyl-5-pymzolone with agents yielding Clli omium.

probable pom]: :1 forum la,

2. Kha /co s or the momfiac compounds '5, consirting in two which is obtained by coup -:-o1.'1po\mi oi lphflmlPoo-$911] era,

lave nereunt December,

ith tho products with ti prodm &

Jyod

roof

'i'o1'n1 red-brown powd 11 water with red coloration and t rod tin who 1121111915 Chm 25rd dzw 0 AIKI LUB- h 0 tho dyo tui 1 1 "H 111GB. plooums dissolving i dyeing wool V a. ihe 111a oi chum 6. The nmtel'mi o'l'f olann at.

in XXL-1L Q gnegl om RETZ E: :ZUE IFQLJC 7 MAX QGHMED.

com- ;he gg enomj hloh conts form 01'- (521%. rte; the ohromiinn comgoni's yieldin elm-0111mm. the chron'num 1o-posiiion to the azo-group an h Pi'OdJJC d and brov-in powders which dis- 1 w rod JWJQHP L'oi' iv-uh mange *2 rel coiol'ation, dyeing W001 fast 0mm 5; new prodm \fih :15

B 1110x115; 1m myl residue v.

group, his

gain wins 111 wt 11 ydroliyl bore sows 111 \CL: 

